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Mom hesitates before calling a hotline for help, she confesses to having sexual feelings about someone she shouldn’t have feelings for, she is afraid to admit it is her son, she begins to get turned on as she talks about it, hand brushes against her chest & along her inner thigh, she masturbates as she talks about her perverted, disgusting fantasies.

This clip includes: Christina Sapphire, mom/son, son wakes up inside mom’s body, he doesn’t realize it is her body at first, he wakes up to see he is in a different bedroom, his fingernails & toenails are painted, he has long, dark hair & big tits, he is wearing lingerie, he finds a mirror & looks at his reflection closely, notices he has glasses, lipstick, & eyeliner, realizes he’s in his mom’s body, body exploration, exploring female body, he has female body parts in place of his male parts, he strips out of his lingerie, tit groping, fondling, nipple play, nipple licking/sucking, ass grabbing, learning how to masturbate as a woman, sex education – learning where the clit is, clit rubbing, masturbation, masturbating, fingering pussy, fingering asshole, double penetration, anal masturbation, orgasm, tasting pussy juices, finger sucking, son likes being inside his mom’s body, MILF, mature, older woman, male to female, man to woman, m2f, gender transformation, gender switch, gender swap, body swap, body switch, transformation, fantasies, taboo, fauxcest, son transforms into mom** He woke up in an unfamiliar room. His blurry, tired eyes looked down to see painted fingernails and smooth, shaven legs. “I don’t remember this happening at the party last night,” he mumbled to himself. “This is a little weird. And my toenails, too?” His fingers pressed against his throat. “My voice is lower than this…” he said confused. “I mean…I think it is. Everything sounds funny.” He quickly realized he was wearing lingerie, and underneath that, he had female body parts in place of his usual male parts. “Uh…dude, what the hell happened?” he asked examining his feminine figure. “These are not mine.” His fingers ran through the long, straight, dark hair that fell past his shoulders. “Smells good, too. Girls use nice shampoo,” he said smelling its pretty scent. “And the ears are pierced….and a wedding ring? What the hell is going on?” He walked off to find a mirror to see what he looked like. “Glasses? Well, I wear glasses so that’s okay. Lipstick? Am I wearing eyeliner?” he said with his face pressed up against the glass. But then it hit him. “Wait…” He pulled back from the mirror and stared at his reflection. “That’s my mom! That’s…that’s…my mom. That’s…I’m not supposed to look like that,” he said in shock. “Oh my god…” Although he was surprised, he couldn’t help but continue examining his new, beautiful, mature body. He had never seen Mom in this way before, and being inside of her made it that much more interesting. He walked back out to the bedroom and began to strip off his lingerie. He fondled, groped, grabbed, and licked his new female body parts. Everything felt so good…so different from his own male body. He would eventually learn how to masturbate as a woman, rubbing his fingers against his clit, and then penetrating himself. There were so many exciting things to explore – even Mom’s tight, little asshole. He wasn’t sure how this happened…why it happened. All he knew was that he loved being inside a woman’s body and all the pleasures that came with it – even if it was his mom’s.

I am feeling very under the weather. I have been having night sweats, fever, and vomiting. I call you in my room to give me some medicine, rectally since I can’t keep anything down. But you have secretly changed the medicine to make me crave your hard, young cock ….ANALLY! You come in and I remove my satin robe, which I soaked with night sweats. I get up on all fours and stick my hot round ass in your face. Your cock begins throbbing at the sight of mommy’s tight ass …you are busting out of your PJ’s wanting to give your secret medicine to me. You assist me with the injection right into my ass and within minutes I am begging you to stick your hard cock inside me! MOMMY wants your cock in my ass! That is the right medicine for Mommy!

There you are standing there watching mommy getting dressed in her closet with your long , sad face. Mommy’s thigh highs and sexy bra make her so pretty. Mommy always has a date. She is NEVER home lonely like you. Mommy asks why the long face? She already knows the answer!!! You have no game going for you…no mojo! But this time mommy feels sorry for you and let’s you in on a little secret!!! Mommy is magical. Your mommy is a witch. Always has been!!! Why do you think I can get any man I want? You know mommy can get any one she desires!!! It’s a special magic. I can give it to you if you wish, but what you have to do may make you uncomfortable!!! Can you handle it? Do you want your mojo??? Do you want to have any girl you ever want??? Then you have to do something very specific!!! Yes honey, you have to fuck mommy….right now….and the best part is you can make this magic permanent!!! And I will tell you how……Here sweetheart, get naked for mommy and slide that hard cock deep into your mommy’s magical pussy.

It’s that time! It’s time for mommy to read you a very very naughty bedtime story!!! You love mommy’s bedtime stories! It’s the kind of story that shouldn’t be read unless it’s in a porn!!! What you really love about mommy’s bedtime stories are they always end in a very happy ending!!! Mommy always wants to be sure that you sl33p soundly and that you have a big orgasm with her….together!!!! Mommy’s own stories gets her very horny so that she wanks along with you!!! Come on honey…give mommy all your spunk!

I am in charge this whole weekend of popping in and checking up on your while your parents are on an adult vacation without you. I had no idea that you would still be in your bed this late in the morning when I stuck my head in your bedroom door! To my shock and amaze, you are jerking your hard young cock! I should have known, young guys like you masturbate all day!!! But to my surprise, you had a naked picture of me laying out in the sun…..you took the picture with your zoom lens right on my huge tits!!!! I have to admit, it is a huge turn on for me to see how hard I make your young cock!!! So I come inside, shut the door and tell you that you can put that picture away, you now have the real thing right in front of you!!! I want you to masturbate over top of me! Cover me in your jizz!!! I want to feel your hot load between my melons!!!! Oh and fingering me and twisting my nipples at the same time is just a huge bonus!

You live next door and your mom is out of town and you’re home all by yourself. I am the hot milf next door that you sneak over to see from time to time…now you have run out of laundry detergent and need to borrow some. You knock on my door and to your delight I am half naked…only opening the door a little to see who it is. I have a teeny tiny bra on, garter belt and satin robe with thigh highs and heels. I open the door and you are smiling ear to ear eye fucking me and my hot outfit. I tell you this isn’t the best time, I am filming and doing a photo shoot for a porno that I am starring in….I invite you inside since I know your mom is out of town because she would flip if she knew you were over here and filming porn!!!! You come in and meet everyone…the lead actor is 30 minutes late!!!! I can’t wait forever..but l introduce you to the producer and he asks your age….18!!!! PERFECT!!!!!! I ask if you would like to co star with me in this feature film….and oh by the way you know I love young cocks!!!! And this is going to be extra special honey!!! You will be fucking my ass….so go slow because I can already see that you have a huge hard on in your pants and you are so girthy …..but follow me into my bedroom!! This will be exciting for you!!! Your’re first anal experience! Let the action begin!!!!! ENJOY!

Honey, I have a huge favor to ask you. I’m not sure how to say this….ummm…you know I don’t ask too much of you and this is really important. Ok I’ll just come out and confess!! You know how mommy hates aging and I would do anything to find the fountain of youth, I heard on the local news that if I find the semen of a much younger boy and rub it all over my face daily, it will reduce my age and signs of aging by at least 10 years!!!! So, honey…I know how horny you are…you are at the young age where I know you masturbate constantly and you even do it to my panties…yes I find you semen all over them!!! So I need you to let me help you every morning so I can get that daily dose of your precious semen! Mommy is going to look so young!!! Don’t worry, mommy will do all the work!!! I will stroke you and even put my mouth on it!!! Give me a HUGE load honey!!!

**This clip includes: Christina Sapphire, mom/son, POV, mom & son have to share a bed while visiting aunt, only one guest bedroom, son masturbates before bed every night, mom can feel the bed moving & tries to ignore it, it wakes her up & she bluntly points out that her son is masturbating beside her, she can’t sl3ep until he stops so she offers to help him, virtual handjob, she switches between hands until she wears herself out, asks son if he is okay with using her pussy & cumming inside of her, virtual sex, fucking, missionary, son cums inside mom, mom can go back to bed now, mature, MILF, momma’s boy, older woman, younger man, brunette, glasses, mom helps son, family sex, fauxcest** “I did not want to share a bed this trip,” Mom mumbled as she shifted her body between the blankets. You tried to be quiet while you jerked off beside her underneath the covers, but Mom could feel the bed moving. “Wait…what are you doing?” her tired, blurry eyes looked at you, then closed again. “I’m going back to sl3ep.” It’s not like you wanted to share a bed with her either, but your aunt only had one guest bedroom, and you jerked off every night before going to bed. “God, are you masturbating with your mother in the bed?” she asked bluntly, turning towards you. “Really? You couldn’t let it wait? Look, I know you’re a growing boy, I know you have needs, but you couldn’t just wait…or use the bathroom like a normal person? No, you have to masturbate IN BED with your MOTHER. Are you done?” Of course you weren’t done – Mom knew that, but she wanted to ignore it. She turned back over, closed her eyes, and soon after that, she was awake again to you masturbating. “I can not sl3ep with you doing that,” she opened her eyes. “Fine, you need some help? I will help you. Ugh, I can’t believe I’m doing this…” Mom wrapped her hand around your hard cock and started stroking. “How long does it take you to cum?” she asked switching between hands and eventually wearing herself out. “How about you just cum inside Mommy’s pussy,” she said defeated. “Cause that way it’ll be less mess to clean up and my arms can rest…are you okay with that? I want to go back to bed.” She slipped off her white panties, spread her legs, and allowed you to penetrate her tight, warm pussy. As you fucked her, she let out soft moans, and you finally filled her with your big load. “Doesn’t it feel good to cum in Mommy’s pussy?” she asked. “Better than your hands? Think you can go to bed now? Okay good, where’s that towel? I need it.”

You are my stepson who is home on break from college. Without bothering to knock, you enter my bedroom while I’m in the middle of changing my clothes. I pretend to be mad at first, but I am secretly turned on. My hubby is away on a business trip and this can only lead to trouble.

Aunt Paris is asked to come over to her brother’s house to give her nephew a massage after a bad car wreck. After her brother leaves the house, Paris proceeds to rubbing down her nephew when he starts asking for a blowjob. She is appalled and ignores his request. He continues to ask, even beg for a blowjob to which she finally agrees. After a few minutes of that, her nephew starts to beg for aunt Paris to fuck him. It doesn’t take much to convince her, so she drops her dress and rides him reverse cowgirl till she orgasms and he blows a load deep inside her MILF pussy.

Slutty milf Elexis Monroe catches her stepson playing with her lingerie. She asks him if ‘Do like what I’m wearing?’. This turns her on so much that she pulls out her big tits and plays with them in front of him. Then Elexis grabs his cock and starts sucking on his throbbing cock before titty fucking him. Naughty Elexis gives an intense blowjob making her stepson cum on her huge tits.

I have made an effort to present to my knowledge real videos. Wife’s face must be visible with good lighting, vocal sound from woman, narration from cuckold, wedding ring, anal where possible. These are not commonly seen as I have been collecting for a while. Please enjoy.

All scenes are real life cuckolding in which the husband / boyfriend either shares or watches another man having sex with his girlfriend or wife with dirty talk and eye contact.

Due to the large number of clips in each collection and the similar content of homemade cuckolding, each of the titles for clips is a general, rough description of the action and events of the film. All are straight sex unless indicated in the tile. Any more detailed description would do little to help the downloader distinguish between the clips and would be extremely time consuming.

Furthering my collection of homemade cuckold video, here is #73. I have made an effort to present to my knowledge real videos. Wife’s face must be visible with good lighting, vocal sound from woman, narration from cuckold, wedding ring, anal where possible. These are not commonly seen as I have been collecting for a while. Please enjoy.

All scenes are real life cuckolding in which the husband / boyfriend either shares or watches another man having sex with his girlfriend or wife with dirty talk and eye contact.

Due to the large number of clips in each collection and the similar content of homemade cuckolding, each of the titles for clips is a general, rough description of the action and events of the film. All are straight sex unless indicated in the tile. Any more detailed description would do little to help the downloader distinguish between the clips and would be extremely time consuming.